Abstract: A method for reducing the nitrogen content of shale oil is disclosed. The method comprises selectively extracting nitrogen-containing compounds to form a nitrogen-lean raffinate and a nitrogen-rich extract. The nitrogen-lean raffinate is distilled to form a distillate having a further reduced nitrogen content and a bottoms having a further increased nitrogen content. The bottoms is hydrotreated to remove nitrogen-containing compounds. Extracted shale oil compounds may be combined with the bottoms prior to the hydrotreatment or may be used to generate hydrogen gas for the hydrotreatment. Arsenic-containing compounds are removed from the distillate by extraction.

Abstract: An absorbent hydrocarbonaceous oil comprising contaminants, such as sulfur and/or nitrogen, is upgraded by subjecting the contaminated absorbent oil to hydrorefining. The upgraded absorbent may be utilized again as absorbent.

Abstract: A hydrocarbon conversion catalyst containing a Group VIB metal on a porous refractory oxide is prepared by impregnating support particles with a solution containing Group VIB metal components and citric acid, followed by drying and calcining. The catalyst is useful for promoting a number of hydrocarbon conversion reactions, particularly those involving hydrogenative desulfurization, demetallization and denitrogenation.

Abstract: Disclosed is a method for enhancing the removal of nitrogen and sulfur from oil-shale which process comprises heating the oil-shale with a basic solution comprised of one or more hydroxides of the alkali metal and alkaline-earth metals.

Abstract: An improved process for removing metals from heavy oils and other hydrocarbon feed streams is disclosed. The process comprises combining water with the hydrocarbon feed stream at a liquid volume ratio of about 1:50 to about 1:1, and contacting the mixture under suitable demetallizing conditions with hydrogen gas and a catalyst composition comprising (a) AlPO.sub.4 and preferably (b) a Group VIB metal, more preferably molybdenum.

Abstract: A process for the recovery of oil and metal values from oil shale which includes the step of acid leaching in combination with selective extraction of nitrogen components from the resultant product shale oil. The extracted nitrogen rich stream can either be recycled or utilized for other purposes as desired.

Abstract: A process is described for removing both high polar and neutral nitrogen compounds from petroleum processing liquid products and petroleum distillate fractions. According to the novel feature, a chlorosilylated silica gel is used as adsorbent for the nitrogen compounds. This adsorbent has been found to be superior to regular silica gel and commercial ion exchange resins for removing particularly the neutral nitrogen compounds.

Abstract: The process for the production of hydrocarbons from a feedstock comprising compounds of the formula R--X wherein X is a moiety containing at least one of halogen, sulfur, oxygen, and nitrogen, wherein the feedstock is contacted with an aluminophosphate molecular sieve of U.S. Pat. No. 4,310,440 at effective process conditions to produce light olefin products.

Abstract: A method is provided for reducing the concentration of basic nitrogen compounds in hydrocarbonaceous feedstock fluids used in the refining industry by providing a solid particulate carbonaceous adsorbent/fuel material such as coal having active basic nitrogen complexing sites on the surface thereof and the coal with a hydrocarbonaceous feedstock containing basic nitrogen compounds to facilitate attraction of the basic nitrogen compounds to the complexing sites and the formation of complexes thereof on the surface of the coal. The adsorbent coal material and the complexes formed thereon are from the feedstock fluid to provide a hydrocarbonaceous fluid of reduced basic nitrogen compound concentration. The coal can then be used as fuel for boilers and the like.

Abstract: Basic nitrogen-containing compounds are removed from mineral oil, such as shale oil, by extraction with an immiscible aqueous phase containing an acid gas such as carbon dioxide. Effectiveness of the separation is proportional to the partial pressure of the gas. In one embodiment, a waste gas stream is used as the CO.sub.2 -containing gas.

Abstract: This invention provides a two-stage visbreaking process for increasing the production of a visbroken hydrocarbon product from heavy oil feedstock, which meets heating oil viscosity specifications with little or no blending with external cutter stocks.The second stage visbreaking is conducted at a relatively high Severity in contact with a fluidized bed of particulate solids.

Abstract: A method is disclosed for reducing the nitrogen content of oil shale by removing therefrom nitrogen-containing compounds. The nitrogen content of shale oil is reduced by agitating the shale oil with designated amounts of acidified spent oil shale. Acidification is obtained by contacting spent oil shale with sulfuric acid produced by oxidizing hydrogen sulfide emanating from the oil shale retorting process. Agitation of the acidified oil shale with nitrogen-containing oil shale can be either a batch or continuous process. The method also provides for recycling acidified spent shale back into the process for further reduction of the oil shale nitrogen content.

Abstract: A process for purifying hydrocarbonaceous oils containing heteroatom sulfur and heteroatom nitrogen compound impurities comprising the steps of:(1) reacting said hydrocarbonaceous oil with an oxidizing gas containing at least one nitrogen oxide with more than one oxygen atom for each nitrogen atom while maintaining(a) the molar ratio of the nitrogen oxide to the total of the sulfur heteroatom content and the nitrogen heteroatom content to about 1.5:1 or less,(b) the reaction time to about one hour or less,(c) the temperature to about 100.degree. C.

Abstract: Nitrogenous compounds are eliminated from a synthetic hydrocarbon oil such as shale oil by partial hydrogenation followed by solvent extraction using a three-component solvent comprising an organic polar solvent, an acid and water. For example, a furfuryl alcohol, hydrochloric acid and water solution will remove the major quantity of the nitrogen compounds from shale oil which remain following the partial hydrogenation of the shale oil.

Abstract: A process for eliminating and removing impurities including sulfur compounds and microorganisms as well as preventing further microbial contamination is accomplished by treating petroleum products or other hydrocarbon fluids with an aqueous solution of an oxidizing agent such as hydrogen peroxide or ozone together with a metallic ion catalyst, such as a mixture of ferric chloride and cupric chloride, where the metal ion is capable of forming activated oxygen complexes in the presence of such oxidizing agent, or by treatment with an aqueous solution of metallic ion catalyst and activated oxygen complexes formed from permanganate, peroxyborate or chromate ions.

Abstract: Spent filter clay used in the removal of contaminating organic polar-type compounds from petroleum distillates is regenerated by flushing the spent filter clay with liquid methanol and recovering and recycling the contaminated wash methanol without distillation through the filter for additional flushing of the contaminants from the clay.

Abstract: Metals, nitrogen and/or sulfur, particularly vanadium, nickel and nitrogen, are removed from organic compositions, particularly heavy hydrocarbon oils, by contacting the organic composition with a methylating agent, preferably dimethyl sulfate, under conditions sufficient to form a precipitate, including the contaminants, and separating the precipitate from the organic composition as by filtration, decantation, and the like. In another embodiment of the present invention, the treatment with the methylating agent is carried out in conjunction with treatment with an acid gas and water or a solvent, such as a combination of carbon dioxide and water.

Abstract: Metals, nitrogen and/or sulfur, particularly vanadium, nickel and nitrogen, are removed from organic compositions, particularly heavy hydrocarbon oils, by contacting the organic compositions with a halogenating agent, preferably phosphorus oxychloride, under conditions sufficient to form a distinct phase including the contaminants, which is separable from the organic composition and separating the distinct phase from the organic composition as by filtration, decantation, and the like. In another embodiment of the present invention, the treatment with the halogenating agent is carried out in conjunction with treatment with an acid gas and water, as a combination of carbon dioxide and water, or a solvent.

Abstract: Sulfur oxide and nitrogen oxide control by use of a sulfur sorbent and sulfur dioxide oxidation promoter in the regenerator and downstream removal of nitrogen oxides by selective catalytic reduction using ammonia injection and trapped cracking catalyst fines.

Abstract: Liquid hydrocarbon streams, preferably petroleum streams, most preferably lube and specialty oil streams and in particular transformer oils are rendered resistant to oxidation by treatment with a silver salt impregnated adsorbent, preferably silver nitrate impregnated alumina by the process of contacting the hydrocarbon oil stream with the silver salt impregnated adsorbent and recovering a hydrocarbon stream of reduced pro-oxidant heteroatom compound (nitrogen compound and sulfur compound) content. The silver salt impregnated adsorbent is regenerated by sequential washing with portions of aromatic solvent and polar solvent. The aromatic solvent strips aromatic sulfides from the adsorbent. This fraction may be recombined with the hydrocarbon stream, especially in the case of transformer oils, so as to enhance the oxidation stability/resistance of the oil. The polar solvent, such as 3% methanol in toluene, strips the aliphatic sulfides from the absorbent. The regenerated column is then ready for reuse.

Abstract: A process for upgrading oils is disclosed, in which the oil to be upgraded is contacted with liquid phase water and free oxygen at an elevated temperature and at a pressure sufficient to maintain at least part of the water in the liquid phase.

Abstract: There is provided a process for reduction of the nitrogen content of shale oil. The process comprises contacting shale oil with a low acid strength solvent in a first extraction zone, followed by contacting the shale oil with a high acid strength solvent in a second extraction zone. A portion of the high acid strength solvent containing extracted nitrogen-containing and non-nitrogen-containing compounds is passed to the first extraction zone and diluted to form low acid strength solvent, and at least a portion of the non-nitrogen-containing compounds redissolve into the shale oil in contact with the low acid strength solvent and are recovered. Thus, oil recovery is maximized at high nitrogen removal.

Abstract: A method is disclosed for reducing the nitrogen content of hydrocarbon liquids. The method comprises contacting the hydrocarbon liquid with a solid metal salt capable of selectively extracting nitrogen-containing compounds from the hydrocarbon liquid to thereby form a nitrogen-rich solid extract. Nitrogen-lean hydrocarbon liquid is then separated from the solid extract. The solid extract is washed with a solvent capable of selectively dissolving non-nitrogen-containing compounds entrained in the solid extract. The solid extract is then treated with a release agent for selectively dissolving nitrogen-containing compounds to thereby recover the metal salt. The presently preferred metal salt is cupric chloride.

Abstract: The present invention relates to a method for removing contaminants such as arsenic from a hydrocarbonaceous fluid which consists essentially of the crude, or a fraction thereof, obtained from oil shale, solid coal, or tar sands by non-catalytically heat treating the hydrocarbonaceous fluid at a temperature of from about 20.degree. F. to about 600.degree. F. in the presence of an aqueous solution containing an agent that would convert such contaminants into components soluble in the aqueous solution. Particularly suitable agents to be utilized in the above aqueous solution to remove contaminants such as arsenic are ammonium sulfide type compounds. The purified hydrocarbonaceous fluid may be subjected to a catalytic hydrotreating process.

Abstract: The nitrogen-containing and oxygen-containing contaminants of a mineral oil are converted to the corresponding sulfur compounds by contacting the oil with a fresh catalyst containing metals from Groups VB, VIB and VIII or a deactivated and metals contaminated hydrodesulfurization catalyst in the presence of hydrogen and hydrogen sulfide under conditions of elevated temperature and pressure.

Abstract: Hydrocarbonaceous material is contacted with particulate coal to cause said coal to sorb a substantial portion of the basic nitrogen compounds contained in said hydrocarbonaceous material.

Abstract: Process for removing the nitrogen impurities from a liquid hydrocarbon mixture comprising introducing into a low volume mixer the hydrocarbons to be treated together with a dilute aqueous acid solution to form an emulsion, withdrawing said emulsion into a decantation zone where it breaks and recycling to the low volume mixer from 80 to 95% by volume of the aqueous acid solution coming from the decantation zone, so as to maintain in said low volume mixer a volume ratio of the hydrocarbons to the aqueous acid solution from about 0.3 to about 13, preferably from about 0.5 to about 4, and the pH of the aqueous acid solution from about 0.1 to about 1.5.

Abstract: A petroleum distillate feed is upgraded and an olefinic product is produced by contacting the feed with ZSM-5-type zeolite at (1) a temperature in the 500.degree. F.-800.degree. F. range; (2) a pressure below about 13 atmospheres gauge; and (3) an LHSV in the 0.1-15 V/V/Hr range.

Abstract: This invention provides a process for upgrading a heavy hydrocarbon oil to motor fuel products.The heavy hydrocarbon oil is admixed with a metal halide catalyst and a solvent component under supercritical conditions to form (1) a dense-gas solvent phase which contains refined hydrocarbon crackate, and which is substantially free of metal halide catalyst content; and (2) a residual asphaltic phase.

Abstract: Contaminants such as petroleum sulfonates, anticorrosion amines, and silicone oils are removed from a contaminated feedstock stream by contacting said feedstock stream with an adsorbent comprising bauxite. In a further aspect, a thus purified petroleum feedstock stream is hydrodesulfurized.

Abstract: Basic nitrogen compounds are removed from organic streams which are substantially free of water by contacting the stream with gaseous sulfur dioxide thereby precipitating a complex containing the basic nitrogen compounds and sulfur dioxide, and thereafter separating the precipitating complex from the contacted stream. The basic nitrogen compounds and the sulfur dioxide can then be regenerated from the complex.

Abstract: Basic nitrogen compounds are removed from organic streams containing at least a stoichiometric amount of water but not so much water that would cause a two phase liquid system. The stream is contacted with the gaseous sulfur dioxide, thereby precipitating a salt comprising the basic nitrogen compound, sulfur dioxide, and water and thereafter separating the precipitated salt from the contacted stream. The basic nitrogen compounds and the sulfur dioxide can then be regenerated from the salt.

Abstract: A method is disclosed for the selective removal of basic nitrogen compounds (BNC) from natural and synthetic hydrocarbon feedstocks, preferably petroleum feedstocks, most preferably lube and transformer oils, which method comprises mixing the feedstock oil with a nonaqueous solution of anhydrous nonpolymeric Group IVb, Group Vb, Group VIb, Group VIIb, the non-noble (iron group) metals of Group VIII, copper, zinc, cadmium, and mercury halides (except TiCl.sub.4 or FeCl.sub.3) or tetrafluoroborates, complexed with non-aqueous polar solvents under conditions of agitation and mild heating whereby the basic nitrogen compounds exchange with the polar solvent to complex with the above-recited metal halides and metal tetrafluoroborates. The preferred halide is bromide, and the preferred polar solvent is methanol. The oil is then decanted to separate it from the metal halides: BNC complexes and the decantate washed with a polar solvent, which preferably includes water, and dried.

Abstract: A process for eliminating and removing impurities including sulfur compounds and microorganisms as well as preventing further microbial contamination is accomplished by treating petroleum products or other hydrocarbon fluids with an aqueous solution of an oxidizing agent such as hydrogen peroxide or ozone together with a metallic ion catalyst, such as a mixture of ferric chloride and cupric chloride, where the metal ion is capable of forming activated oxygen complexes in the presence of such oxidizing agent, or by treatment with an aqueous solution of metallic ion catalyst and activated oxygen complexes formed from permanganate, peroxyborate or chromate ions.

Abstract: A process for removing undesirable elements, e.g. nitrogen, sulfur, oxygen, from the light organic liquid product derived from a solvent refined coal liquefaction process, while preserving octane number, which comprises the steps of (1) subjecting the light liquids to an ion-exchange resin treatment and (2) contacting the resulting ion-exchanged liquids with a zeolite acting as an adsorbent under specified conditions of space velocity, temperature and pressure.

Abstract: The specification discloses a desulfurization, demetalation and denitrogenation process for coal and coal liquid charge stocks. The process comprises contacting the charge stock in the absence of externally added hydrogen with a hydrogen donor solvent in the presence of a catalytic amount of naturally occurring porous metal ores such as manganese nodules, bog iron, bog manganese, nickel laterites, bauxite or spent bauxite.

Abstract: An improvement in the solvent extraction of nonhydrocarbons from a synfuel liquid, e.g., shale oil, involves that the extract from the extractor, rather than being recycled directly back to the extractor, is first hydrotreated. A further improvement involves that a portion of the hydrotreated extract is fractionated and a light fraction is returned to the extractor. Use of the hydrotreated extract as recycle increases the efficiency of the extractor. A still further improvement involves the use as a selective solvent of one of the following: dialkylformamide, aldehydomorpholine, keto-morpholine, morpholine or an aliphatic aromatic ketone. These preferred solvents have the advantage of providing a clear interface between the extract and raffinate in the extractor. Removal of the nonhydrocarbons permits production of more hydrocarbons having enhanced utility as a jet fuel from a synfuel liquid than otherwise would be possible.

Abstract: Coal tar pitch is contacted with a promoter liquid having a 5 volume percent distillation temperature of at least 250.degree. F. and a 95 volume percent distillation temperature of at least 350.degree. F. and no greater than about 750.degree. F., with the liquid having a characterization factor of at least 9.75 to promote the separation of quinoline insolubles from the pitch. A coal tar pitch fraction essentially free of quinoline insolubles is then subjected to coking to produce a needle coke. The process is also applicable to separation of quinoline insolubles from coal tar derived binder pitch.

Abstract: A petroleum distillate feed is upgraded and a substantial C.sub.3 -C.sub.4 olefin product fraction produced by contacting the feed with ZSM-5 type zeolite at (1) a temperature in the 500.degree.-800.degree. F. range, (2) a pressure below about 13 atmospheres gauge, and (3) an LHSV in the 0.1-15 V/V/Hr range, and fractionating the effluent product stream.

Abstract: A method is disclosed for reducing the nitrogen content of shale oil by removing nitrogen-containing compounds from the shale oil. The shale oil containing nitrogen-containing compounds is extracted with a sufficient amount of selective solvent which is selective toward the nitrogen-containing compounds present in the shale oil. The selective solvent comprises an active solvent for nitrogen-containing compounds and water in an amount sufficient to provide phase separation. The active solvent component of the selective solvent is selected from the group consisting of organic acids, and substituted organic acids, particularly acetic, formic and trichloroacetic acids and mixtures thereof. The selective solvent containing the nitrogen-containing compounds is separated from the reduced nitrogen content shale oil raffinate by phase disengagement.

Abstract: Methods are disclosed for reducing the nitrogen content of shale oil by selectively removing therefrom nitrogen-containing compounds. The nitrogen content of shale oil is reduced by a process comprising lowering the viscosity of the shale oil and then contacting the shale oil with a sufficient amount of a solvent which is selective toward the nitrogen-containing compounds present in the shale oil. The selective solvent is selected from the group consisting of organic acids, and substituted organic acids, particularly acetic, formic and trichloroacetic acids and mixtures thereof. The selective solvent system containing the nitrogen-containing compounds is separated from the reduced nitrogen content shale oil raffinate.

Abstract: A method is disclosed for reducing the nitrogen content of shale oil using mild hydrogenation followed by liquid sulfur dioxide extraction of the hydrogenated shale oil. The mild hydrogenation is effective for increasing the fraction of shale oil that is insoluble in the liquid sulfur dioxide. The mild hydrogenation is sufficient for saturating unsaturated compounds present in the shale oil to the substantial exclusion of adding hydrogen to the nitrogen of the nitrogen-containing compounds. Following hydrogenation of the shale oil, it is extracted with liquid sulfur dioxide at a temperature from about 14.degree. F. to about 60.degree. F. forming two fractions, a liquid sulfur dioxide insoluble fraction containing a relatively low nitrogen content and a liquid sulfur dioxide soluble fraction containing a relatively high nitrogen content. The liquid sulfur dioxide fraction is separated from the insoluble shale oil fraction. The liquid sulfur dioxide can be recovered for recycling to another extraction step.

Abstract: A petroleum distillate feed is upgraded and a substantial C.sub.3 -C.sub.4 olefin product fraction produced by contacting the feed with ZSM-5 type zeolite at (1) a temperature in the 500.degree.-800.degree. F. range, (2) a pressure below about 13 atmospheres gauge, and (3) an LHSV in the 0.1-15 V/V/Hr range, and fractionating the effluent product stream.

Abstract: Whole crude shale oil is contacted with a suitable catalyst, e.g., cobalt molybdate on alumina, and hydrogen within a temperature range of about 600.degree. F.-850.degree. F. and a pressure range of about 200 psig-5000 psig until a substantial amount of nitrogen compounds contained in the oil are converted to at least basic nitrogen compounds. Hydrogen consumption is high, about 700-3000 SCF/Bbl of fresh oil charged. The contacted oil, containing basic nitrogen compounds in the oil, formed by the hydrogen contacting, is reacted with dry HCl and resulting reaction product is removed from the oil. The reaction product can be converted into hydrogen and HCl for use in the process. As a result of the severe hydrogen contacting and the HCl treatment, a major amount of the whole crude shale oil can be converted to jet fuel.

Abstract: A method is disclosed for reducing the nitrogen content of shale oil by selectivity removing therefrom nitrogen-containing compounds. The nitrogen content of shale oil is reduced by contacting the shale oil with a sufficient amount of a solvent which is selective toward the nitrogen-containing compounds present in the shale oil. The solvent is a mixture comprised of an organic acid and a mineral acid. The organic acid is selected from the group consisting of organic acids, and substituted organic acids, particularly acetic, formic and trichloroacetic acids and mixtures thereof; the mineral acid is selected from the group consisting of hydrochloric acid, nitric acid, nitrous acid, sulfuric acid, sulfurous acid, phosphoric acid and mixtures thereof.

Abstract: A method for preparing an alumina having controlled pore volume distribution is disclosed. The method requires the presence of 0.1-15% by weight of a water soluble aliphatic polycarboxylic acid having from 2-12 carbon atoms based on the dry weight of Al.sub.2 O.sub.3, during alumina precipitation. The resultant calcined alumina has a pore volume distribution such that:A. Nitrogen desorption measurements indicate that less than 10% of the total pores as determined by said method fall between 100-1200A in diameter;B. Nitrogen adsorption measurements indicate that between 10-50% of the total pore volume as determined fall between 100-1200A in diameter; andC. Mercury penetration porisimetry indicates that less than 10% of the total pores as determined by both nitrogen desorption and mercury methods fall between 100-50,000A in diameter.

Abstract: A petroleum distillate feed is upgraded and a substantial C.sub.3 -C.sub.4 olefin product fraction produced by contacting the feed with H-ZSM-5 zeolite at (1) a temperature in the 500.degree.-800.degree. F. range, (2) a pressure below about 13 atmospheres gauge, and (3) an LHSV in the 0.1-15 V/V/Hr range, and fractionating the effluent product stream.

Abstract: An improved hydrocarbon hydrocracking process is disclosed wherein residual nitrogen-containing and/or polycyclic hydrocarbon impurities are extracted from bottoms of the resulting hydrocrackate by contacting the bottoms under liquid-liquid extracting conditions with a furfural solution of ferric chloride.

Abstract: A process is disclosed for denitrification of a hydrogenated oil, which is particularly applicable to coal-derived oils. The oil is first coked to yield a solid coke product and a coker oil having a reduced nitrogenous compound content. The coker oil nitrogen compounds are then selectively removed from the oil by liquid-liquid extraction using a solution of ferric chloride in furfural as the extracting medium. The extraction is carried out under moderate conditions of temperature and pressure.

Abstract: A method is disclosed for reducing the nitrogen content of shale oil by selectivity removing therefrom nitrogen-containing compounds. The nitrogen content of shale oil is reduced by contacting the shale oil with a sufficient amount of a solvent which is selective toward the nitrogen-containing compounds present in the shale oil. The solvent is a mixture comprised of an organic acid and a mineral acid. The organic acid is selected from the group consisting of organic acids, and substituted organic acids, particularly acetic, formic and trichloroacetic acids and mixtures thereof; the mineral acid is selected from the group consisting of hydrochloric acid, nitric acid, nitrous acid, sulfuric acid, sulfurous acid, phosphoric acid and mixtures thereof.